Holiday rentals in Scarborough

Pine Point Beach Lookout

Kick back & relax in this calm, stylish beach themed space with a private deck that overlooks the marsh for morning coffee. 1/2 mile to Pine Point beach, golfing, hiking, kayaking, outdoor activities, shopping and restaurants and local breweries Private 1 bedroom, full kitchen and living room space with all the amenities of home including washer and dryer in unit. Private entrance and parking available. Small shared backyard with garden and patio table. 20 minute drive to downtown Portland, ME

Sunny Scarborough Apartment - Longmeadow Retreat

Relax in this bright 1BR/1BA second-floor apartment just south of Portland. Enjoy a full kitchen, dining area, living room, and spacious bedroom for two. Located 10 minutes from beaches and shopping, with direct access to an interconnected network of walking trails right outside your door. Private unit attached by mudroom, owner onsite for assistance if needed. Whether you’re here to unwind, explore, or need a convenient base near Portland, this retreat offers a comfortable and memorable stay.

Portland, Beaches & Parks; + private fenced yard!

Conveniently close to lots of beaches - just minutes to Portland, OOB, parks, trails & more! Clean and pet friendly! Large private fenced in backyard with patio & firepit Updated kitchen & spacious counter top perfect for cooking, entertaining (dishwasher, garbage disposal, stove w/ air fry, microwave, full fridge/freezer) King bed in Lighthouse room Queen bed in Evergreen room Big comfy sectional with daybed - cozy space to gather, play games or just relax in front of the bigscreen!

Scarborough Sanctuary-Pine Point-Beaches-Dining

Welcome to Scarborough Sanctuary! Our newly remodeled 2-bedroom, 2-bathroom home is nestled perfecin the heart of Scarborough, Maine, where coastal serenity meets modern charm. Within easy access of the local attractions, our home will serve as your quiet retreat after a day of play on the coast of Maine and promises an unforgettable getaway for families and friends alike. 5 min- Pine Point Beach 10 min- Old Orchard Beach 10 min- Funtown Splashtown USA 15 min- Ferry Beach 15 min- Portland

North Coast Retreat | New Near Portland & Beaches

North Coast Retreat Near Portland and Beaches Your comfortable home base for exploring Portland and nearby beaches. Our private, newly built guesthouse in Scarborough is perfect for two, with an open layout, full kitchen, and stylish touches. Just a short drive to the Maine coast for days out and cozy evenings in together after your adventures. Centrally Located- 4.4 miles to Portland Jetport (PWM) 3.1 miles to Maine Mall & dining 9 miles to Downtown Portland 8 miles to Old Orchard Beach

Bright, clean, private cottage near Higgins Beach!

Nestled amongst the trees and located just 2 miles from beautiful Higgins Beach and just 5 miles to Portland, this recently renovated, sparkling clean, bright, private, stunning cottage is waiting just for you! Your private entrance is just steps away from your parked car. The cottage is 16 x 20 so it's super cozy! We live on the property (so we're here if you need us) but you are 100 feet from us, way out in the backyard. (It's private!) Our location is perfect for your Maine vacation!

Coastal Maine Getaway - Near Beaches + Portland

Step into a beautifully renovated, family-friendly retreat where history meets modern comfort. Originally built in the 1750s, this historic farmhouse has been transformed with thoughtful design to ensure a cozy and welcoming stay. With a fully equipped kitchen and a spacious living area, this home provides the perfect haven for groups looking for a relaxing getaway. Just minutes from the stunning beaches, and only 15 minutes from Portland, it’s an ideal location for coastal adventures!

Higgins Beach *New* Beach Home & Private Offices

Custom designed contemporary at the beach. Perfect for a relaxing getaway, visiting family and friends or working remotely. Chef's kitchen w/ high end appliances, granite countertops, enclosed porch grill area. 3 bedrooms and 2 private offices Huge windows and amazing views from all of the rooms highlight the natural beauty of high tides, sun rises and sun sets. Wonderful beachfront walks and beautiful surroundings inside and out. Easy proximity to Portland's Old Port.

Southern Maine Tiny Home Cottage

This newly built stand alone cottage leaves a BIG impression! With high ceilings, a full-size kitchen, generous shower, W/D in unit, King-size bed, queen-size pullout, coffee table that converts to a desk and expandable dining table, it feels like your staying in a much larger home. Cool off with summer air conditioning, or have a cozy winter beverage by the fireplace. Take day trips to every kind of imaginable recreation. Enjoy great beaches and Portland dining only 10 minutes away.

Cozy Tiny Cottage • 9mi Portland • 6mi Beach

Escape the everyday in this charming, brand-new tiny cottage in Scarborough, Maine. The Greenhouse proves you don’t need a lot of square footage to live in style — just the right details. Wake up in a king bed, cook in a fully stocked kitchen, and unwind by the electric fireplace. When evening falls, string lights set the perfect mood for a quiet Maine night. Portland’s restaurants and breweries are 9 miles away. The beach is 6. Come home whenever you’re ready.

Adorable Beach House Across the Street From Beach!

Time for a beach vacation! Cozy home right across the street from Pine Point! Stroll the seven miles of quiet, sandy, residential beach, or bring your bike for a quick ride to the Pier at Old Orchard Beach. Located within a block are several restaurants and a gift shop. Just 20 minutes drive to the heart of Portland, you won't want to miss the local breweries and shopping in Old Port. Kayak rental nearby. Be sure to check out our other listings!

Comfy condo with loft by the beach!

Comfy condo with lofted bed across the street from Maine's beautiful Pine Point beach. Private entrance with one on-site parking spot. Queen bed in lofted area, efficient kitchen area with fridge and convection microwave for preparing snacks and small meals. Wifi and TV equipped with a streaming device. Perfect for one or two people comfortable sharing an intimate space after returning from a day exploring our local trails, beaches, and restaurants.